Skip to main content

Full text of "USPTO Patents Application 09993647"

See other formats


Requested Patent: 



JP55162772A 



Title: 



PREPARATION OF SUBSTITUTED ACETIC ACID DERIVATIVE ; 



Abstracted Patent: 



JP551 62772 ; 



Publication Date: 



1980-12-18 ; 



Inventor(s): 



HAMADA YOSHINORI; others: 01 ; 



Applicant(s): 



SHIONOGI _CO LTD ; 



Application Number: 



JP1 9800069434 19800523 ; 



Priority Number(s): ; 
IPC Classification: 

C07D213/64; C07D213/65; C07D213/68; C07D213/70; C07D213/82; C07D213/85; 
C07D215/22; C07D217/14; C07D217/24; C07D235/26; C07D239/32 ; 

Equivalents: ; 

ABSTRACT: 

NEW MATERIALA substituted acetic acid derivative of formula I (formula II is pyridine, 
pyrimidine, imidazole or tetrazole; R is hydrocarbon group; A is O or S; formula II and the 
benzene ring may have a 1-3C substituent, condensed benzene ring or alicyclic ring which will 
not affect the reaction; -COR may be on the condensed benzene ring). 

EXAMPLE:2-(2-Phenoxy-5-pyridyl)-propionic acid. USE:A medicine or drug for an animal having 
improved anti-inflammatory action (including an antirheumatic action) and an analgesic action. 
PROCESS:A compound of formula III is reacted with an alkoxymethylene-trihydrocarbon 
group-substituted phosphorane to give a compound of formula IV, which is hydrolyzed and 
oxidized to form the compound of formula I. The compound of formula III can be obtained by 
reacting a halogenopyridine with a phenol or thiophenol in the presence of a basic substance if 
necessary. 



© B*BH$Ifrr (JP) 



© & m ft & $g (A) BS55-162772 



©Int. CI. 3 H#Ji5-S- @#Bfl 0Sfp55^(198O)12Ml8B 

C 07 D 213/64 7138-4 C 

213/65 7138— 4 C 1 

213/68 7138-4 C SSESt* *St* 

213/70 7138— 4 C 

213/82 7138— 4 C 

213/85 7138-4 C 

215/22 7306— 4 C 

217/14 7306— 4 C 

217/24 7306— 4 C 

235/26 7306— 4 C 

239/32 6670— 4 C ■?< 6 H) 



@# R BS55-69434 

M BS49(1974)5 ^22B 
©n m BS49-58244^^flJ 



/6*$Tfj £BT 2 CO 5 O53C030 
3 

®m m a &mmmm&£:t± 

MmMmm&m 3 t e i2#±4 



— «ft I T'KtoS Jl5ft^^K7*3 * >• y ^ 



6- - 



H 



fcSfcb . ^ It mm Hz * Sftb .(Jfe'J: 



f;ll«&l§«*f bti-'T fe J: <-C0R 

*^B8liJiSfcWi8R3H*©»i»ffiltli b . -fro 

) to J: tf«ffiffffl**bgS;£f;«:lM*i bT 
* ffi a S Sff Kr £§ »ff * m z 0. ic z „ 



-619- 



1 




iv n 



( £ * .C>ii tr ') * > . tr 'i e i> > . -f j '/ ■/ - 

»*.TZtt7- b ? b . R li 

£K 1- 35 ^ > *' > M li 5 It- ic * g? * R If 3 U i ^ / ~ 

-cor a a c >s±ic*ot (, J: t>, 

r' ij 7 ji/ it- ju s * g *> -r - ) 
*?8liB;&ffiii-&a;iTSfr3ftS'ft;3-&%7' 

tc^Wb ( sic® i . m t>nz fc^mw zta*& 

»Kttbfc^rtelV tLf:( SJE© ) SfcaUbJEJEic 



?if^BS55-16Z772(2) 

»LTBfitt2 HJftBBSBSH* D %?§ 2 f SIC 
© ) kOT'JiS. 

SIC®iia«cD ■> -f t 4 -J tSEKftotfiili' 
7 * * 7 * ? > f . ✓ h * ^> ^ u > I- 'J 




£ fiE*ftl£lG b T ifiiSft b fiEffl 3fl5. 
M i li . ± 83 7 * x 7 * ? > K ^ u f > Mil: 

wan l f; 7 * * -7 * - <•> a jg % figffi b . nm±m 

C ffl Ii' . 7 i ^ A ') 7 A . 7f*'Jf f Att 
t'-*x-f * . X h 9 K Fo7 7>tf ) * T- 

& Sic 16 tTjpETT-fc^ I iSIEJ«44'. 
iiiMjr a* 'J il?* 3 * t •( 1- ( M A. ji , 

7H4i^f5-h . 7- t- •) >7 A i * 9 - htt 
i' )*E^7;i/3*-!r-f K t MfC-T S 7 ,v 3 - ;u 



-3i^T-SlC®-ry fc 6 JqzkfrJWElEKtt b . r ji/ 

icip ^n?$s%ffli^ti aj-c ^ 5 „ mz ii . 

( 0J . SSKft'iinE^ftiffl'^Ciii 
T £ , SStLT*»fc7*4 ') . K K 7 Ji/ tf 'J 

ftt^ciici islt^ns. 4fiK-r5 u t-& l iaiv 
liilt ? c i i < Rig©icftt c i i^T s s. 

S IE® « -&t& W © t *> t t Kjii***^ 
ji> ffi It & A. * i tf> T - UK© r ji/ ? fc K i 

M^ti'SI ^ > «■ >S8* •) f a . ilffifli** . SSMb 
fflafit J: •) *#Sf;liW«®»*^*^fcl-^ 

j;^b.«K.f°A«. %;mmtmm<b&i . * 

i IB SIC® ■ ©fo- i ff©oigK«^TgEtf 



J; ^ It f 5 C i S 5. 

Cc fe" . mUltS® I «»o V y tf >J i> >fflic 7 

riSftftf ©9 ffi TicfiES * 5 c t i b . 

*5iMiMfc. © ft » ^ n ic e b t ,aa«( 

7 * 'J ^Sffi f M * Ii' . r h ') 9 A , * 'J 9 A 

at i . 7 ^ * i±s&gs(e)iii', 

A . v ^. !s 0 A , ;< i| * i t' ) . ?■ CO fft 7 Jb 

^UTOS-fttDB W<fca-feT-*> Sit MS?t§*(* 

ffl 1 * ft:li«SBfPfB -S?^b . B^S f; li » 

ife^ t b T ffl fciSr t- A a „ 

t. 



-620- 



■M 

7. 7 * 'J ^ i > P 7 ^ PJiJdl*l-f* 

^ f o »i ic ih ai b . piifi/i-Js'cT 1 / / a. s 

c- 7 x =. .j a i - ? jL-ssf ^ <? »/; % ffiT 
$ / J" °C T' / -T :& It *> £ i -if £ „ 2 - y s * 

- s - 7 * i- 1\, e <) v > 7 / * ? » i - x jg ffi 

/ * Oaf* J 5flTST8SfiT / ^55Flfl*> £ * 
■ft' S „ ^Kfel % IP * L- ?P » (C * * % ffi IT x - r ^ 

jffi m / 7 6 -2 3 4 is 'J * V >v * 7 a 5 d -7 I- it fj- 
-T „ '<>t->/B»if * ( i fl : / 1 jg ffl SB * 

JSJEjSK®-*-* t b Po6raH> /^7~/^?-ccD .2 - 7 x 
/ * l- - J - f / - * ? ,v- i - / Y * s € - i\> 
) t° g •> > J: «: J 9 % m 5 „ 

ft** : C . 7«66 iH.4J7 iN. J:<5>? 
*K.(t : C . 7«?* ; H . 6.37 ;N . i7? 
IB 

NMR <5CCDC«j) /.fg . /.V S ( 3H . A } . f 3.67 . 
3.70 UH, s 1 . £/.2 .iii(JH.q) 



3?1B355-162772(3) 

*a/«<»* 2 Nmm s- o ,hora. . smm, 

AnStSESvfltM v >*">K* 'J A / 31 057j< 
mm.3 O *ti 2 OflTST? f»ltS^T- / 0» IB 

'J f ifpHj~»iLTi-f AT'tBiti. « 

/ f ^Jgwr-pH jiitti-f & x n & ft tu -r 

6 / O «W * ^ > > / 5tt * - ? Jl- T-ff ftfa -f 5 
t«P^<r~90-COT^-( 2 - j s- J * - s - 

fiiiCD J- g= tt J: ijaS3ftf.aaiB£3nf:„ 
K i^fiaj -2 -10 3 

* fc b . a fflf K fc- ^ t m A- 1£ 2 - o a tr '] •> > gs 
x^ . y, . Y^fa- «t o- r 3 ffl tcti^xm*- (i e u * 



Me =y Met. h . Et =x*A.». 

Pr =7n fcTjl>&. i-Pr = -f 7 7°P tfjuS. 
Bu = 7 7^*. i -Bu =-< VT"?*! . 
»-Bu =- s -7 ? JUS . t-Bu = l - 7? . 

Ca(nHjO) =4*i")A8j( nzkSrtfc ) . 

C HT*0 1 



-621- 



J 



s- 


»!!il!l!!S!!li!hii!lli!!l| 




■i-ui-s- iiii -i-iulsfisSsi 2 3 


x 


OOOO. OOOOOO^OO^O-OOOOOOOC.00000 


jl 













iiii- it- 
■ii--i-iiiiitiii n 



IlifMs-Mniii-hiHnnis 



........ j 1 ......... i ........... - 



S ; » ; 5 5 5 5 5 ! 3 5 3 3 3 ! 3 S 2 5 2 ~ S S 5 5 5 5 3 5 3 3 5 



»IWB55-162772(5) 




i i- u 11 



i i 



M i u t i i i 

S S ! 5 S S 6 5 t '! S S ! S ! ! t 



mmm t o - / o 7 

J - C 6 - ( .2 - t" ') iJ :+ * •> ) - i - * 7 
/ p t'i>», ? 7-/ ? f'C„ 

i-c«-(/-7^*-ui:«-Hj 

•/ ') * if is ) 7 i =. >h 3 y a b° * > » . »/>/ 6 J 

- / 4 6 °C a 

3, - C V- ~ ( 2 - n" <> i 

i - C # - f / - • > f- » - J - -< > X -f i ¥ / 

- / g 5°C« 

ft 1 a #s± sue *^ r -4 



©Int. CI. 3 
//A 61 K 31/415 
31/44 
31/455 
31/47 



A B G 
ABE 
A AH 
ABG 



«BaBS55-162772f6) 



-624-